Skip to main content

The 10 Best Vacation Homes in Simonʼs Town, South Africa

Check out our selection of great vacation homes in Simonʼs Town

Filter by:


Review Score

Wonderful: 9+ Very Good: 8+ Good: 7+ Pleasant: 6+
Our top picks Lowest Price First Star rating and price Top reviewed

See the latest prices and deals by choosing your dates.

Situated in Simonʼs Town, near Water's Edge Beach, Boulders Beach and Seaforth Beach, Tintswalo Boulders has a terrace. This beachfront property offers access to free WiFi and free private parking. Boasting family rooms, this property also provides guests with a year-round outdoor pool.

The hospitality was awesome, a kind of family feeling. This place earns 11 out of 10 points.

Show more Show less
9.4
Wonderful
129 reviews
Price from
$194
per night

Featuring a Blu-ray player, the spacious holiday home has a fully equipped kitchen with a dishwasher, an oven and a microwave, a living room with a seating area and a dining area, 3 bedrooms, and 3 bathrooms with a walk-in shower and a bath. A flat-screen TV with streaming services and DVD player, as well as a CD player are provided. The property has an outdoor dining area.

Wonderful location with glorious views. A really comfortable, well equipped beach house, in which you can relax, take an easy walk to the beach and Boulders penguin colony. It really feels like a home from home thanks to the thoughtful, personal touches. Just lovely!

Show more Show less
9.1
Wonderful
22 reviews
Price from
$90
per night

Featuring a DVD player, the villa has a fully equipped kitchen with a dishwasher, an oven and a microwave, 2 living rooms with a seating area and a dining area, 4 bedrooms, and 3 bathrooms with a walk-in shower and a bath. Guests can take in the views of the mountain from the balcony, which also has outdoor furniture. For added privacy, the accommodation has a private entrance and soundproofing.

Location is on the wild side of Simonstown, ten minutes from the turnoff to Cape Point Reserve. The children loved the delightful little beach practically across the road. Millers Point Tidal Pool 6 minutes down the road is amazing. The house is very spacious (for 10 people) with enough bathrooms. The shallow pool was great for smaller children. The TV and video (in separate lounges) worked fine. Having a gas/electric stove meant that we could survive loadshedding. Two fridges, one in the double garage and one in the kitchen were so useful. We could also park two extra cars at the entrance to the garage. We had excellent communication with Matthew, the agent, and he was a great help.

Show more Show less
9.1
Wonderful
14 reviews
Price from
$407
per night

Situated within 850 metres of a swimming beach, Seabreeze Luxury Two Bedroom Self Catering Penthouse is located on the outskirts of Simon’s Town. Overlooking False Bay, this property is 1.5 km from Boulders Beach and the renown African Penguin Colony.

Very spacious, open plan living with plenty of privacy and beautiful views of the bay in a peaceful location. Huge wrap around balcony on two levels and light and airy interior. Washing machine was very useful after a week in Kgalagadi. Very well equipped with large fridge and separate large freezer. Owners were away so we were entirely alone but Alana provided help via WhatsApp promptly and even sent videos of how to reach the house, how to use the key box and how to use the jacuzzi. Would return in an instant; highly recommended.

Show more Show less
9.6
Exceptional
62 reviews
Price from
$137
per night

Located in Simonʼs Town, Cottons Cottages is a historic holiday home that provides free WiFi, and guests can enjoy a garden and barbecue facilities. With mountain views, this accommodation offers a balcony. The property is non-smoking and is set 500 metres from Long Beach.

Lots but the view is the winner

Show more Show less
9.6
Exceptional
73 reviews
Price from
$108
per night

The spacious holiday home with a terrace and sea views has 4 bedrooms, a living room, a flat-screen TV, an equipped kitchen with an oven and a microwave, and 5 bathrooms with a shower. Towels and bed linen are available in the holiday home. There is also a seating area and a fireplace.

Clean, spacious with amazing views Each room had en-suite Beds were comfortable Fully fitted kitchen

Show more Show less
8.5
Very Good
38 reviews
Price from
$152
per night

This holiday home has 3 bedrooms, a kitchen with a dishwasher and an oven, a flat-screen TV, a seating area and 3 bathrooms fitted with a walk-in shower. Guests can take in the views of the sea from the balcony, which also has outdoor furniture. For added privacy, the accommodation features a private entrance.

Show more Show less
10
Exceptional
1 reviews
Price from
$161
per night

Featuring a patio with mountain views, an outdoor swimming pool and a garden, Boulders Beach Villa can be found in Simonʼs Town, close to Boulders Beach and 500 metres from Windmill Beach. This beachfront property offers access to a terrace, free private parking and free WiFi. On clear days, guests can head outside to enjoy the villa's outdoor fireplace.

Show more Show less
10
Exceptional
1 reviews
Price from
$390
per night

Boasting a DVD player, the spacious holiday home has a fully equipped kitchen with a dishwasher, an oven and a microwave, a living room with a seating area and a dining area, 3 bedrooms, and 2 bathrooms with a walk-in shower and a bath. Guests can take in the views of the mountain from the terrace, which also has outdoor furniture. The accommodation offers a fireplace.

Show more Show less
10
Exceptional
4 reviews
Price from
$153
per night

The spacious holiday home comes with 4 bedrooms, 3 bathrooms, bed linen, towels, a flat-screen TV with streaming services, a dining area, a fully equipped kitchen, and a terrace with sea views. Guests can take in the ambience of the surroundings from an outdoor dining area or keep themselves warm by the fireplace on colder days. For added privacy, the accommodation features a private entrance.

Show more Show less
10
Exceptional
2 reviews
Price from
$244
per night

Looking for a vacation home?

Great for families or large parties, vacation homes are privately owned accommodations, available for long or short-term rental. These homes are furnished and equipped with kitchen facilities, though breakfast might be offered as an add-on. These properties have their own independent front door, which makes them different than apartments.
Search vacation homes in Simonʼs Town

Most booked vacation homes in Simonʼs Town this month

Enjoy breakfast in Simonʼs Town!

  • Tintswalo Boulders
    9.4
    Scored 9.4
    Wonderful
    Rated wonderful
     · 129 reviews

    Tintswalo Boulders enjoys a location in Simonʼs Town, a 11-minute walk from Windmill Beach and 12 miles from Chapman's Peak.

    The staff were very attentive, helpful and engaging.

  • Bahari Villa
    Breakfast options
    9.1
    Scored 9.1
    Wonderful
    Rated wonderful
     · 15 reviews

    Bahari Villa is a recently renovated villa in Simonʼs Town where guests can make the most of the garden and terrace. This property offers a private pool, free Wifi, and free private parking.

    Amazing property in an amazing place. Kitchen and living area are incredible.

  • Seabreeze Luxury Two Bedroom Self Catering Penthouse
    9.6
    Scored 9.6
    Exceptional
    Rated exceptional
     · 62 reviews

    Located within 2789 feet of a swimming beach, Seabreeze Luxury Two Bedroom Self Catering Penthouse is located on the outskirts of Simon’s Town.

    Views, comfort, clean, quiet. Will definitely go back.

  • Cottons Cottages
    9.6
    Scored 9.6
    Exceptional
    Rated exceptional
     · 73 reviews

    Housed in a historic building, Cottons Cottages offers accommodations with a garden and free Wifi in Simonʼs Town, a 6-minute walk from Long Beach. Guests can benefit from a patio and a barbecue.

    Excellent view. Lovely patio area. Comfy and well equiped.

  • Dolphin Cottage
    8.5
    Scored 8.5
    Very Good
    Rated very good
     · 38 reviews

    Just 1.2 miles from Long Beach and 1.2 miles from Seaforth Beach, Dolphin Cottage features accommodations in Simonʼs Town with a garden.

    Location and views are stunning. House is neat and clean

  • Timber's Ocean House
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 1 review

    Just a 11-minute walk from Fishermans Beach and 0.8 miles from Frank's Beach, Timber's Ocean House features accommodations in Simonʼs Town with a garden.

  • Boulders Beach Villa
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 1 review

    Offering an outdoor swimming pool and a garden, Boulders Beach Villa in Simonʼs Town is close to Boulders Beach and Windmill Beach.

  • Harbour Views
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 4 reviews

    Just a 16-minute walk from Seaforth Beach and 0.9 miles from Water's Edge Beach, Harbour Views features accommodations in Simonʼs Town with a garden.

FAQ about vacation homes in Simonʼs Town




Vacation Homes That Guests Love in Simonʼs Town

  • 8.9
    Scored 8.9
    Excellent
    Rated excellent
     · 259 reviews
    The apartment was very clean and comfortable, beautiful views and near to great beaches.
    Nishkal
    Travelers with friends
  • Avg. price/night: $127.41
    9.4
    Scored 9.4
    Wonderful
    Rated wonderful
     · 591 reviews
    Thank you to Carmen and staff for a wonderful stay. The property was well located and the view from the breakfast room was “top banana 🍌 “, as well as the view the breakfast was outstanding. The room was very clean and comfortable. A short walk into town, we ate at two fantastic restaurants on Carmens recommendation. The lighthouse was amazing, I would recommend booking ahead of your stay. I would happily give this property double marks.
    Gary
    Young couple
  • Avg. price/night: $65.06
    8.0
    Scored 8.0
    Very Good
    Rated very good
     · 1,110 reviews
    Very clean, compact and close to the beach. Staff were delightful and helpful. Added bonus of a couple of excellent and well behaved cats pattering around.
    Philippa
    Young couple
  • 9.2
    Scored 9.2
    Wonderful
    Rated wonderful
     · 26 reviews
    The house and the view - both beautiful. Extremely clean but had a very home from home feel . Lovely books , paintings and general ambience of the home was welcoming. It really felt like a holiday home . Good location. The caretaker was excellent . Attention to detail such as welcome wine , medical cupboard , clear instrictions and well equipped kitchen. Everything is well looked after .
    Angela
    Group
  • Avg. price/night: $81.27
    9.5
    Scored 9.5
    Exceptional
    Rated exceptional
     · 62 reviews
    The room ist just 3 weeks online. So everything is very new. The area is calm and the room is very big with good equipment and it is very clean. The view is great and you have an outside shower.
    Ju
    Young couple
  • Avg. price/night: $79.25
    8.3
    Scored 8.3
    Very Good
    Rated very good
     · 1,789 reviews
    Amazing space. Very clean and great views
    Tebza G Mo
    Young couple
  • Avg. price/night: $127.41
    9.4
    Scored 9.4
    Wonderful
    Rated wonderful
     · 591 reviews
    The room was very clean and we had everything we needed. They went above and beyond with breakfast. Will definitely book again...
    Kaylin
    Young couple
  • Avg. price/night: $79.25
    8.3
    Scored 8.3
    Very Good
    Rated very good
     · 1,789 reviews
    The staff were very friendly. Room had a breathtaking view of the waterfront. Room was very clean. Will definitely be returning hotel is in perfect spot close to all the places you want to see.
    Angelique
    Young couple
  • Avg. price/night: $65.06
    8.0
    Scored 8.0
    Very Good
    Rated very good
     · 1,110 reviews
    Position A1. Great stay, great people. Comfortable and very clean. The apartment was not 5 star, but was just as shown on this app and very good value for money. We will be back to enjoy what Bolders Beach Hotel has to offer. Our stay there to see the ocean sunrise and the penguins starting their day, was the highlight of our Cape Town trip.
    Craig
    Family with young children
  • Avg. price/night: $48.80
    8.1
    Scored 8.1
    Very Good
    Rated very good
     · 392 reviews
    The place was very clean, and had a good view.
    Jordan
    Family with young children